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In this episode of Fintech Mavericks, Nicole Casperson and Drew Glover sit down with Haley Bryant, Principal at Hustle Fund, for a high-energy conversation on backing overlooked talent, building fast with purpose, and redefining what makes a founder investable.
Haley brings deep operator experience—from scaling teams at Apple to helping agencies grow—and now channels that drive into writing early-stage checks at one of the most founder-first funds in the game. She shares why fancy résumés are overrated, what makes a great pitch before there’s traction, and the key moves every startup should make in their first 90 days.
Plus, Haley gets real about balancing motherhood and venture capital, how teaching cycling sharpens her VC mindset, and why founders should be playing infinite games—not just chasing headlines.
Whether you’re an investor, operator, or founder on the rise, this episode will leave you fired up and ready to hustle—with intention.
► Brex has been redefining how financial services and software work together since 2017-built by founders, for founders. They know runway is everything, so they designed a banking experience that helps startups make every dollar count. With no minimums, no transaction fees, and 20x the standard FDIC protection, Brex gives startups the flexibility they need. Plus, you earn industry-leading yield from day one while keeping funds accessible anytime. Get the business account trusted by 1 in 3 US startups at brex.com/fintechmavericks
Follow the hosts:
🔹 Nicole Casperson: https://www.linkedin.com/in/nicole-casperson-0820a5133/
🔹 Drew Glover: https://www.linkedin.com/in/drewbailerglover/
By Nicole Casperson and Drew GloverIn this episode of Fintech Mavericks, Nicole Casperson and Drew Glover sit down with Haley Bryant, Principal at Hustle Fund, for a high-energy conversation on backing overlooked talent, building fast with purpose, and redefining what makes a founder investable.
Haley brings deep operator experience—from scaling teams at Apple to helping agencies grow—and now channels that drive into writing early-stage checks at one of the most founder-first funds in the game. She shares why fancy résumés are overrated, what makes a great pitch before there’s traction, and the key moves every startup should make in their first 90 days.
Plus, Haley gets real about balancing motherhood and venture capital, how teaching cycling sharpens her VC mindset, and why founders should be playing infinite games—not just chasing headlines.
Whether you’re an investor, operator, or founder on the rise, this episode will leave you fired up and ready to hustle—with intention.
► Brex has been redefining how financial services and software work together since 2017-built by founders, for founders. They know runway is everything, so they designed a banking experience that helps startups make every dollar count. With no minimums, no transaction fees, and 20x the standard FDIC protection, Brex gives startups the flexibility they need. Plus, you earn industry-leading yield from day one while keeping funds accessible anytime. Get the business account trusted by 1 in 3 US startups at brex.com/fintechmavericks
Follow the hosts:
🔹 Nicole Casperson: https://www.linkedin.com/in/nicole-casperson-0820a5133/
🔹 Drew Glover: https://www.linkedin.com/in/drewbailerglover/